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Eva Clair Bowles began their work experience in 2005 as the Chief Operating Officer at Trucking Start-Up Services LLC. In 2007, they moved on to become the President & Chief Operating Officer at Trucking Insurance Services LLC, where they specialize in providing insurance for the truck and transportation industry. Bowles also held the position of Director at National Fleet Services LLC from 2005 to 2016.

Eva Clair Bowles attended Louisiana Tech University from 1987 to 1990, where they graduated Summa Cum Laude with an unspecified degree.